Fics like TutorMate

Sam leaves Dean's laptop logged in to some app called "TutorMate" and Dean meets his brother's tutor. Cas helps him with his own work and they strike up a friendship. Before long Dean finds himself growing attached to the cute, clever Cas and flirtatiously suggests they go on a date if he applies himself to his college work. Cas agrees, but Dean discovers his online friend is not quite what he expected. (Or, in which Dean thinks he's met a cute girl and finds out he's actually met a cute boy.)

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